Inmate Stories

565 results
Orientation
Length
Source
Infinite Scroll

Prison Woman

by nancyvasquez on Sep 19, 2017
Transsexuals & Crossdressers

I get a lot of questions from men that I meet. Not all of them want to have sex with me; some just are curious about what I'm all about. A lot of people who know me know that I am an extremely feminized male who became a Queen when I went to prison due to alcohol related offenses. I always say that I became a woman in prison - and that is true. But I guess...

Lady In The House Ch. 01

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended up in one the States high security prison? Well it had a lo...

Elise Ch. 2

by luscioushoney69 on Sep 14, 2017
Interracial Love

"Mmmm..ohh babby..mmm...ohhh sweet twat..." James moaned as he came inside Elise's dripping cunt. They were finishing their afternoon fuck session in the ladies' bathroom. Elise was leaning against the sink with her face smushed against the mirror while James pounded into her from the back. "Ahhh..ahh..uhhh..ohh yeahh" grunted Elise. When they came, James w...

The Princesses in the Tower Ch. 01-04

by Iantletoxx on Oct 20, 2020
Novels and Novellas

Disclaimer: All characters over 18. Jenine The spirit of those, who don't let themselves tyrannized, is always free! Therefore you must put a fight and you must feel pain as evidence that tyrants noticed you. So I hesitated only a very little before turning room 35, the supposed site of love unholy in every way, into battlefield. I was expected there b...

Incipiunt Vitae Novae Pt. 01: Ginny Awakens

by bondanon on Aug 1, 2018
BDSM

This is the beginning of a series describing Virginia Wentworth's journey as she embraces her inner Domme. We first met Ginny in Executrix Khalidah, which describes the fantasy execution scene leading to the events taking place in part one. I hope that you find time to read and enjoy that story at some point, but I've tried to make this one stand on its own...

Inheritance

by thucydides on Mar 14, 2017
Fetish

You wake up on the bus, which is strange considering you don't even remember getting up this morning. Looking around, you notice something is off - you have long hair, and clean clothes, and you're thin, and you have breasts. Your heart starts racing and feel the sudden urge to get some air. You step off the bus to collect your thoughts...What's next? &quot...

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Sweet Gwendoline Ch. 10

by Schlank on Sep 18, 2017
BDSM

I was naked, my legs were spread indecently far apart and my bottom was pushed out towards Doctor Riemen. This would have been quite humiliating all by itself, however Doctor Riemen increased my mortification by spearing my asshole with her fingers and probing deep and mercilessly into my anus. "Now Gwendoline, I am going to ask you some questions," Doctor...

NYRR Inc.: The Quarry

by CarlUrvile on Mar 7, 2018
BDSM

Amanda had already spent 4 days at the NYRR facility working in the Inmate brothel. It was exactly as degrading and humiliating as it sounded. She spent 18 to 20 hours a day on her knees, all fours or back servicing the guards and overseers. The positive to her predicament was she was given a few days to gather information and learn more about her precarious...

Life Without Possibility

by BennyBlank on Sep 17, 2017
Non-Erotic

It did not seem incongruous to me that an event as momentous as this would be taking place in an undistinguished courtroom, in a nondescript county building, in a bland rural county, in the midst of a featureless Midwest State. As a child, I always thought that history's major events occurred on a grand stage. I knew that ordinary events happened in small...

Cell Block 9

by Mrfriskay on Jul 22, 2016
BDSM

You ride in the back of a large van wearing shackles. You knew better than to try to buy drugs in a third world country, but your trip was long and you wanted to spice things up. When they sentenced you to 5 years hard labor you tried to request a phone call to your embassy. Your request was denied. You notice a high barbed wire fenced, and guard towers as t...

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